Hydrochloric Acid → Ethyl[(Z)-1-(2-chloro-4-fluorophenyl)-2-cyanoethenyl]carbamate

Participants

Reaction Steps

At 40° C., 982 mg (42.7 mmol) of sodium were dissolved in ethanol (53 ml). 5.6 g (28.5 mmol) of 3-amino-3-(2-chlor-4-fluorophenyl)prop-2-enonitrile and 7.4 g (62.7 mmol) of diethyl carbonate were added, and the reaction solution was stirred under reflux for 4 h. 200 ml of ethyl acetate and 150 ml of water were added to the reaction mixture, and the pH was adjusted to pH=5 with hydrochloric acid. The organic phase was separated off, dried over magnesium sulfate and concentrated on a rotary evaporator. Removal of the solvent gave 6.77 g (88% of theory) of the product as a mixture of E and Z isomers.

Provenance & Evidence